12 days in Hawaii Itinerary

12 days in Hawaii Itinerary

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Route & dates

12 days in Hawaii Itinerary

Start: Chicago
Fly:  13​h 45​min
1
Lahaina
— 4 nights
Fly:  3​h 15​min
2
Honolulu, Oahu
— 3 nights
Fly + Taxi:  3​h
3
Hanalei
— 3 nights
Fly:  14​h
End: Chicago

4
nights
Lahaina

Once the booming capital of the Hawaiian Kingdom, the tropical paradise of Lahaina still remains one of Maui's top vacation attractions, providing both culture and recreation.
Lahaina Banyan Court has been added to your itinerary. Step off the beaten path and head to Parasailing & Paragliding and Zipline. Step out of Lahaina to go to Kihei and see Stand-Up Paddleboarding, which is approximately 46 minutes away. Spend the 20th (Sat) exploring the striking scenery along Hana Highway - Road to Hana. There's much more to do: look for all kinds of wild species at Honolua Bay, tour the pleasant surroundings at Ka'anapali Beach, and add some adventure to your tour with a kayaking and canoeing tour.

For photos, where to stay, maps, and tourist information, you can read our Lahaina trip itinerary planning website .

Chicago to Lahaina is an approximately 14-hour flight. You can also do a combination of flight and bus. Traveling from Chicago to Lahaina, you'll gain 4 hours due to the time zone difference. Plan for somewhat warmer nights when traveling from Chicago in July since evenings lows in Lahaina dip to 73°F. Cap off your sightseeing on the 22nd (Mon) early enough to travel to Honolulu.

Things to do in Lahaina

Outdoors Tours Parks

Side Trips

Maui, Zipline, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Zipline
Honolua Bay ©
Honolua Bay

3
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your day-by-day itinerary now includes Hanauma Bay Nature Preserve. You'll explore the less-touristy side of things at Photography Tours and Koko Crater Railway Trail. And it doesn't end there: pause for some photo ops at USS Arizona Memorial, tour the pleasant surroundings at Diamond Head State Monument, and steep yourself in history at Queen Emma Summer Palace.

For where to stay, other places to visit, more things to do, and more tourist information, read Honolulu online tour itinerary planner .

You can fly from Lahaina to Honolulu in 3.5 hours. Other options are to do a combination of ferry and flight; or do a combination of bus and flight. July in Honolulu sees daily highs of 88°F and lows of 75°F at night. Cap off your sightseeing on the 25th (Thu) early enough to travel to Hanalei.

Things to do in Honolulu

Outdoors Parks Wildlife
Highlights from your plan
USS Arizona Memorial ©
USS Arizona Memorial
Diamond Head State Monument ©
Diamond Head State Monument
Photography Tours

3
nights
Hanalei

Hanalei ©
Hanalei is a census-designated place (CDP) in Kauai County, Hawaii, United States. You'll discover tucked-away gems like Dolphin & Whale Watching and Hanalei Pier. And it doesn't end there: enjoy the sand and surf at Hanalei Beach, admire the sheer force of Hanakoa Falls, get a new perspective on things with Boat Tours & Water Sports, and pause for some serene contemplation at Wai`oli Hui`ia Church.

To find traveler tips, reviews, where to stay, and other tourist information, read Hanalei trip planner .

Getting from Honolulu to Hanalei by combination of flight and taxi takes about 3 hours. In July, daytime highs in Hanalei are 84°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 28th (Sun) so you can travel back home.

Things to do in Hanalei

Outdoors Wildlife Parks
Highlights from your plan
Hanalei Valley Lookout ©
Hanalei Valley Lookout
Hanalei Beach ©
Hanalei Beach
Hanalei Pier ©
Hanalei Pier

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